12-02749. Cuspareine [Archived]

Nomenclature

CAS number: 442-33-1
2-[2-(3,4-Dimethoxyphenyl)ethyl]-1,2,3,4-tetrahydro-1-methylquinoline.
C20H25NO2; mol wt 311.42.
C 77.14%, H 8.09%, N 4.50%, O 10.28%.

Description and references

From Angostura bark (Cusparia trifoliata (Willd.) Engl., Rutaceae): Trger, Runne, Arch. Pharm. 249, 174 (1911); Spth, Pikl, Monatsh. Chem. 55, 352 (1930). Structure: Schlger, Leeb, ibid. 81, 714 (1950). Synthesis: Stanek, ibid. 88, 250 (1957).

Chemical structure

Properties

Crystals from ether, mp 56°. [α]D20 20.4° (c = 6.8 in abs ethanol).

Derivative

Methyliodide.
C20H25NO2.CH3I; mol wt 453.36.
C 55.63%, H 6.23%, N 3.09%, O 7.06%, I 27.99%.

Properties

Crystals, mp 156°.

Status

This monograph has been retired and is no longer subject to revision or update.